Trusted Counsel for
Good Neighbors Since 1965

Practice Areas

Practice areas include permitting and development, commercial real estate law, environmental law, residential real estate, estate planning and probate administration, and business law.

Commercial real estate is the cornerstone of our practice. We provide strategic and dependable counsel for the largest and most complex retail, industrial, and residential developments in the area.

Meet The Attorneys

  • Philip H. Macchi

    Philip Macchi

    Managing Partner

    Download PDF

    Phil specializes in commercial real estate and development, land use, permitting, zoning, business law, and estate planning. He is adept at strategically navigating local permitting processes and bringing complex land use and development cases from concept to construction. He has a comprehensive knowledge of area properties and their history, local issues and development plans, and town rules and cultures. Known for his leadership and judgment, Phil’s background in both the military and the law provides him with a broad base of knowledge and problem-solving ability.


    United States Army War College, Carlisle, PA
    Master of Strategic Studies, 2015
    Boston College Law School, Newton, MA
    Juris Doctorem, 2000
    United States Military Academy, West Point, NY
    B.S. International Political Science, 1989

    Admitted to Practice

    Courts of the Commonwealth of Massachusetts
    U.S. District Court, District of Massachusetts
    U.S. Court of Appeals for the First Circuit
    Supreme Court of the United States of America

    Additional Experience

    Rhode Island Army National Guard, Colonel, 2009-2019
    Massachusetts Army National Guard, Major, 1997-2009
    United States Army, Captain, 1989-1997 (Regular Army)

    Military Service

    Operation Inherent Resolve, Iraq, 2018
    Operation Enduring Freedom, Afghanistan, 2002-2003, 2007-2008, 2013-2014
    Operation Desert Shield/Desert Storm, Iraq, 1990-1991

  • Nadine Bailey

    Nadine Bailey


    Download PDF

    Nadine’s current practice includes land use, permitting, zoning, commercial real estate and development, business law, and estate planning. With decades of experience as a civil litigator, she is particularly adept at spotting a broad set of potential issues and at minimizing clients’ long-term exposure. Additionally, her discernment and dexterity with public officials, technical experts, and the opposition are a great asset to the firm and her clients.

    Her experience in civil litigation includes business, commercial, and construction litigation, as well as insurance defense, including premises liability, product liability, property damage, personal injury matters, bad faith claims, and personal injury protection benefits claims. Further, she has over a decade of experience in complex litigation, including insurance coverage disputes, reinsurance policies, and class action lawsuits.

    Nadine has successfully litigated, mediated, and taken to trial numerous cases on behalf of national corporate clients, major transportation companies, insurers, and self-insureds. She had much success in disposing of cases through dispositive motion practice, leading to numerous victories on behalf of her clients including several winning motions for summary judgment that were held up on appeal.


    New England Law, Boston, MA
    Juris Doctor, 1999
    B.S. International Business, 1991
    University of Bridgeport, Bridgeport, CT

    Admitted to Practice

    Courts of the Commonwealth of Massachusetts
    U.S. District Court, District of Massachusetts
    First Circuit Court of Appeals

  • Philip Macchi, Sr.

    Philip Macchi, Sr.

    Senior Partner

    Download PDF

    Phil Sr. founded the firm over 50 years ago, and his experience in the area’s commercial and residential development is unparalleled. He possesses an encyclopedic knowledge of state real estate law and local ordinances and can recite the history and status of nearly every parcel of land in the area. His meticulous approach, his persistence in solving complex problems, and his essential inquiry have earned him and the firm a reputation for consistent excellence.


    Boston University School of Law, Boston, MA, Juris Doctorem
    Boston University, Boston, MA, B.S. in Business Administration

    Admitted to Practice

    Courts of the Commonwealth of Massachusetts
    U.S. District Court, District of Massachusetts
    U.S. Court of Appeals for the First Circuit
    Supreme Court of the United States of America


    Massachusetts Bar Foundation, Fellow and Life Member
    Martindale-Hubbel AV Rated

    Martindale-Hubbell, AV Preeminent Peer Rated for Highest Level of Professional Excellence, 2017

Who We Are

Download PDF

Macchi & Macchi is defined by a group of attorneys with skills and experiences that set us apart from any other firm in the area. "What makes us different" can be summed up in three ways:

  1. Institutional Knowledge. Our three attorneys have a combined 75+ years of practice in Norfolk County. As a result, our institutional knowledge of all things Metrowest is comprehensive and second to none.
  2. Unique Culture. Our managing partner, Phil Macchi, a graduate of West Point, has 30+ years of military experience, which creates a culture for the Firm based on leadership, integrity, excellence, and grit. Moreover, his expertise in strategic planning and project management for the military has proven to be a tremendous asset to our clients.
  3. Diverse Backgrounds. Our attorneys have diverse and complimentary backgrounds that combine to provide clients with the expertise and results expected of a large downtown firm, but with the personal attention and approachability of your local attorney. We are as comfortable in a Fortune 50 boardroom as we are on a small manufacturer’s shop floor or in a homeowner’s living room.

What We Do

Commercial real estate — specifically permitting, land use, zoning, and development — is the cornerstone of our practice, and we provide trusted and strategic counsel for the largest and most complex industrial, retail, and residential developments in the area.

We also take pride in fostering the establishment and ongoing success of local small- and medium-sized businesses, and in providing guidance for individuals and families on their most personal legal matters.

Whether we are assisting an international Fortune 50 company with a $300 million-dollar facility expansion or assisting someone with the purchase of their first home, we provide each and every client with legal representation that is tailored to meet their exact needs.

How We Work

We pride ourselves on resolving matters correctly the first time.
Our methods are strategic, meticulous, and cost-effective.
Our communications are concise, straightforward, and respectful.
Our results are thorough, reliable, and robust.

Founded in 1965

Download PDF

Philip Macchi, Sr. first hung his shingle in 1965 when Norwood was predominantly a factory town. Over the course of the past 50+ years, the area has grown and developed from its factory roots into the vibrant, mixed-use community it is today, and Macchi & Macchi has been intimately involved with that growth. Indeed, the Firm has played a role in nearly every major real estate development project in the area, shepherding each one through the intricate legal landscape from concept to grand opening and beyond. Although the neighborhood is now barely recognizable, the Firm is still located in the same brick and mortar building that Phil Sr.’s father (a local factory worker) built with his own hands. Phil Sr.’s capacity for complexity, his meticulousness, and his legal sophistication have established Macchi & Macchi as the pre-eminent commercial real estate firm in the area.

Growth into 2000’s

The younger Philip Macchi (Phil Sr.’s elder son) began working part-time at the Firm while still in law school, and he became a full partner in 2004. Phil has leveraged his knowledge of the local landscape, his legal acumen, his strategic insight, and his dedication to his community’s betterment to build on the foundation created by his father and to bring the Firm into the 21st century. Over the past two decades, Phil has cultivated a reputation for legal excellence that is well known throughout the community. At the same time, he is known as down to earth and approachable by clients, town officials, and opposing counsel alike.

Continuing Evolution

Macchi & Macchi is busier than ever and is currently expanding its staff and its operations to meet the evolving needs of its new and longstanding clients.

With its solid foundation and visionary perspective, Macchi & Macchi will continue to serve as a stalwart partner to its clients for decades to come.

Contact Us

  • Phone: (781) 762-1700

  • Fax: (781) 769-1717

  • Email:

  • Macchi & Macchi, LLC
    Forum Building
    1256 Washington Street
    Norwood, MA 02062

All materials on the Macchi & Macchi, LLC website are for informational purposes only. These materials do not constitute legal advice. Use of the website does not create an attorney-client relationship and is not substitute for legal counsel. The information at this web site is for advertising and general information purposes. This information is not intended to be legal advice for you to rely on. We recommend you contact the firm for specific questions.

Back to Top